Holiday rentals with outdoor seating in Provincetown

Unique Waterfront Artist Cottage

Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property. There is a PET FEE that must be paid prior to check in.

Designer West End Detached Cottage

West End detached cottage ideally located between Commercial and Bradford Streets, across from Mussel Beach Gym and a block to all of the excitement Provincetown has to offer. Restaurants, bars, and beaches are at your doorstep. The cottage was rebuilt in 2008 with the charm you would expect from a Provincetown cottage and filled with natural light from windows on all four sides. The cottage has a large private enclosed stone patio complete with hot/cold outdoor shower with areas for seating.

The Pilgrim Monument Suite

"Great location and super clean!! Roof deck was great as well" (Thalia May 2021) This suite has it all! You will love all the nooks and crannies along with a great view of the P-Town Monument. Relax on the shared deck or dress and enjoy all that Commercial St has to offer. Explore the shops, restaurants, clubs, & shows. Grab the provided beach chairs because that’s right across the street! Come back to comfortable beds, close the room darkening blinds and refresh to begin another day.

Tea House of the August Moon

Welcome to The Tea House of the August Moon, a simple and cozy Provincetown escape just a short walk to all the action of Commercial Street. This lower level studio space is great for a couple's retreat or solo vacation. Guests will experience quiet nights after fun filled days at the beach, sightseeing and shopping. There will be neighbors in the unit above this listing. Home comes with basic kitchen essentials: a stovetop (no oven), mini refrigerator, coffee pot and microwave.

Quaint Cottage with Backyard Deck, A Perfect Getaway

Find a true Provincetown escape at this charming home. Conveniently located a short five-minute walk from Commercial Street, the cottage features all the comforts of home, an eclectic mix of furnishings and decor, an open concept living area, and a large outdoor lounge area with BBQ and hammock. Great for remote work with fast Wi-Fi and dedicated space. The house was built in 1940, and we were the first to tackle a meticulous renovation (2017). We look forward to hosting you!

Bayshore11 Waterfront Renovated Condo with parking

Waterfront! Fully renovated condominium in Historic Provincetown, near trails, shopping, restaurants and nightlife ,but in the quiet east end. of town. This second level one bedroom opens onto a large deck with expansive views of Cape Cod Bay. A few steps away are the lovely gardens, and private beach area. **Please note there is work being done on the building at 501 Commercial st. Weekdays 7-3. It is out of our control and we apologize in advance for the disruption.

Private cottage green friendly and pet friendly

. Private quiet Restored and renovated stand alone cottage in the west end location complete with new renovation of kitchen and bathroom. Recently added an Extended bay window, new skylight, and brand new dishwasher Green friendly and pet friendly From June 28 to September 10 this is only a Saturday to Saturday rental only . Bear week and carnival week is a surcharge of $50 more per night. When you bring a pet there is a separate cleaning fee of $40 non refundable

Recently updated 2BD with 2 Decks and Water Views

Private-entrance top floor condo with wall-to-wall windows in the gallery district. 2 BD plus sofa bed, sleeps 6. Brand new kitchen and bathroom. Two exclusive decks as well as a Juliette balcony with Views of Commercial Street and the harbor. 10 min walk from the ferry. Public beach access nearby. Only unit on the 3rd floor (no shared walls) so enjoy privacy and views from all rooms. Central Air, Washer/Dryer, Fireplace, Grill, Bikes, WiFi and more!

Westend one bedroom condo

Clean one bedroom unit one block from Commercial Street near Boatslip. Close to all activity in town. Private Deck off front, and private deck area in back. Free on site parking, washer/dryer, A/C and heat. Complete kitchen. Pets allowed. Our cleaning and turnover service uses disinfecting products, wiping down all exposed surfaces. Please ask about special Winter rates Jan thru mid-April. Rental Certificate Number: BOHR-19-1249

Waterfront with Views & Kitchen-Preston Cross Hall

The Preston Lucian Cross Hall Apartment at the Lucy Cross House is the benchmark in understated sophistication. The building was constructed in 1862 and lovingly restored in 2010 with toxin free materials to insure your stay is as tranquil and safe as possible. The property is located on Commercial Street at the beginning of the East End Gallery District with direct access to the Law Street Harbor Beach. WE NEVER CHARGE A CLEANING FEE!

Modern Beachfront Condo, Great Views and Location!

Completely redecorated for 2023! This is the waterfront escape you have dreamed of! Awaken to sunrises over the bay while sipping your coffee, and in the evening, enjoy your cocktail and marvel at the ever changing colors of the sky, bay and boats as the sun slowly sets over your perfect Cape Cod day. This luxury beachfront condo is located in the heart of downtown and is just a couple of minutes walk from the ferry.

Best location in Ptown,1 Bedroom,PARKING/WaterVIEW

Your perfect Ptown escape is calling! This adorable 1BR, two-level hideaway puts you right where the fun happens—steps from Joe’s Coffee, Tea Dance, bars, restaurants, and all the energy that makes Provincetown magic. Cozy, stylish, and full of Cape Cod charm. And yes—you get a complimentary parking spot just 3 minutes away. Come stay where good vibes, great views, and unforgettable memories begin!